Ionic Liquid Promoted Synthesis of β-Enamino Ketones at Room Temperature

Rajesh S. Bhosale; Padmakar A. Suryawanshi; Sachin A. Ingle; Mahendra N. Lokhande; Sandeep P. More; Sandeep B. Mane; Sidthanath V. Bhosale; Rajendra P. Pawar

doi:10.1055/s-2006-939042

LETTER

Ionic Liquid Promoted Synthesis of β-Enamino Ketones at Room Temperature

Rajesh S. Bhosale^a, Padmakar A. Suryawanshi^a, Sachin A. Ingle^a, Mahendra N. Lokhande^a, Sandeep P. More^a, Sandeep B. Mane^a, Sidthanath V. Bhosale^b, Rajendra P. Pawar*^a
^a Organic Chemistry Synthesis Laboratory, Dnyanopasak College, Parbhani - 431401, India
^b Institute of Chemistry - Organic Chemistry, Freie Universität, Takustr. 3, 14195 Berlin, Germany
Fax: +91(2452)242466; e-Mail: rsbhosale03@yahoo.co.in;

Abstract

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Abstract

β-Enamino ketones have been synthesised in excellent yield at room temperature in the absence of any added catalyst by the reaction of aromatic or aliphatic amines with 1,3-dicarbonyl compounds in ionic liquid. The ionic liquid is recycled and reused several times.

Key words

amination - ionic liquid - 1,3-dicarbonyl compounds - β-enaminone

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References and Notes

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General Experimental Procedure for the Synthesis of β-Enamino Ketones: A mixture of 1,3-diketones 1 (2 mmol) and amine 2 (2 mmol) in ionic liquid [EtNH₃]NO₃ (4 mmol) was stirred at r.t. The progress of the reaction was monitored by TLC. After completion of reaction, the reaction mixture was diluted with EtOAc and extracted with H₂O and brine. The organic layer was dried over MgSO₄, filtered and the solvent was removed under reduced pressure. The products obtained were purified using column chromatography on SiO₂ and identified by comparing with authentic samples by TLC, ¹H NMR and IR spectra.